methyl 4,5-diphenylmethylenedioxy-3-(4-formylphenoxy)benzoate | 331248-68-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 4,5-diphenylmethylenedioxy-3-(4-formylphenoxy)benzoate
• 英文别名: Methyl 7-(4-formylphenoxy)-2,2-diphenyl-1,3-benzodioxole-5-carboxylate
• CAS: 331248-68-1
• 化学式: C₂₈H₂₀O₆
• 分子量: 452.463
• InChiKey: GTGDMTLIWUXSFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 4,5-diphenylmethylenedioxy-3-(4-formylphenoxy)benzoate 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 生成 (E)-1-[[4-(5-dimethylphosphonomethyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene
  参考文献：
  名称：

  Total Syntheses of Plagiochins A and D, Macrocyclic Bis(bibenzyls), by Pd(0) Catalyzed Intramolecular Stille-Kelly Reaction1

  摘要：

  Total syntheses of plagiochins A (1) and D (4), the former of which exhibits a significant neurotrophic activity, have been accomplished. The key 16-membered ring closure in 4 has been achieved directly from the dibromoperrottetin derivative (7) by Pd(0) catalyzed intramolecular Stille-Kelly reaction, whereas 1 has been synthesized from the dibromide (28) via the trimethylstannyl compounds (29) and (30) by Pd(0) catalyzed intramolecular Stille reaction.

  DOI：

  10.3987/com-00-s(i)26
• 作为产物：
  描述：

  methyl 7-hydroxy-2,2-diphenylbenzo[d][1,3]dioxole-5-carboxylate 、 对溴苯甲醛 在 potassium carbonate 、 copper(II) oxide 作用下， 以 吡啶 为溶剂， 以80%的产率得到methyl 4,5-diphenylmethylenedioxy-3-(4-formylphenoxy)benzoate
  参考文献：
  名称：

  Total Syntheses of Plagiochins A and D, Macrocyclic Bis(bibenzyls), by Pd(0) Catalyzed Intramolecular Stille-Kelly Reaction1

  摘要：

  Total syntheses of plagiochins A (1) and D (4), the former of which exhibits a significant neurotrophic activity, have been accomplished. The key 16-membered ring closure in 4 has been achieved directly from the dibromoperrottetin derivative (7) by Pd(0) catalyzed intramolecular Stille-Kelly reaction, whereas 1 has been synthesized from the dibromide (28) via the trimethylstannyl compounds (29) and (30) by Pd(0) catalyzed intramolecular Stille reaction.

  DOI：

  10.3987/com-00-s(i)26